NP-MRD: Showing NP-Card for (1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate (NP0209596)

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Record Information

Version

2.0

Created at

2022-09-05 07:04:05 UTC

Updated at

2022-09-05 07:04:05 UTC

NP-MRD ID

NP0209596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate

Description

Sirodesmin C, also known as tan-1496 b, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. (1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate is found in Leptosphaeria maculans. (1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate was first documented in 2011 (PMID: 21038099). Based on a literature review a small amount of articles have been published on Sirodesmin C (PMID: 30902315) (PMID: 24083562).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052209042D          

 33 37  0  0  1  0            999 V2000
    4.1412   -1.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9659   -1.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3974   -2.2099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3591   -0.7815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9276   -0.0784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1051   -0.0141    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2559   -0.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3460   -0.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6741    0.1511    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7894   -0.0926    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1381    0.5253    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2044    1.4141    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445    2.0420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6382    2.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432    3.0614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7154    1.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2593    2.4211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678    0.9702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    0.7880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6152    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2428    0.6840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5581    1.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3806    1.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3512    0.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2438    0.2298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
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    4.2141   -1.3668   -0.9909 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.8611   -0.5963   -0.3814 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5729   -0.6207    0.2208 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5526   -0.9054   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6589   -0.0501   -0.1332 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.1880   -1.2592    0.9694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0404   -2.6901    0.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9737   -0.4241   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687    0.7342    0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0086   -1.2382   -0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0643   -2.4261   -0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7231   -3.8978    0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670   -1.3512    1.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6976   -1.2375    1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8684   -3.3220    0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0961   -3.1384    0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309052209042D          

 33 37  0  0  1  0            999 V2000
    4.1412   -1.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9659   -1.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3974   -2.2099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3591   -0.7815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9276   -0.0784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1051   -0.0141    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2559   -0.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8705    0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9961    0.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0209596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1O[C@@]2(C[C@H]3N4C(=O)[C@@]5(CO)SSS[C@]4(C[C@@]3(O)[C@@H]2OC(C)=O)C(=O)N5C)C(=O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H26N2O8S3/c1-9-16(3,4)12(25)18(30-9)6-11-17(28,13(18)29-10(2)24)7-19-14(26)21(5)20(8-23,32-33-31-19)15(27)22(11)19/h9,11,13,23,28H,6-8H2,1-5H3/t9?,11-,13+,17+,18+,19-,20-/m1/s1

> <INCHI_KEY>
YORDWFCXQCUPHI-UPHHEOHLSA-N

> <FORMULA>
C20H26N2O8S3

> <MOLECULAR_WEIGHT>
518.61

> <EXACT_MASS>
518.085129327

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
49.24488008566799

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2R,3'S,4'S,7'R,10'R)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0^{1,8}.0^{3,7}]pentadecane]-4'-yl acetate

> <JCHEM_LOGP>
1.3761386966666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.11027911195907

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.974262885683117

> <JCHEM_PKA_STRONGEST_BASIC>
-3.203688692075615

> <JCHEM_POLAR_SURFACE_AREA>
133.68

> <JCHEM_REFRACTIVITY>
118.52099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,3'S,4'S,7'R,10'R)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0^{1,8}.0^{3,7}]pentadecane]-4'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       7.730  -2.854   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.270  -2.813   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.075  -4.125   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      10.004  -1.459   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.198  -0.146   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.663  -0.026   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.944  -1.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.246  -0.703   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.992   0.282   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0       3.340  -0.173   0.000  0.00  0.00           S+0
HETATM   11  S   UNK     0       2.124   0.981   0.000  0.00  0.00           S+0
HETATM   12  S   UNK     0       2.248   2.640   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0       3.443   3.812   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.058   5.303   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.574   5.715   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.069   3.362   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.084   4.519   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       5.726   1.811   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       7.302   1.471   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.615   2.276   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.787   1.277   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.375   2.700   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      11.910   2.580   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.910   3.752   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.271   1.083   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.722   1.598   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.935  -0.307   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.958   0.277   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.838  -1.258   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0       3.974   2.482   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       5.506   2.642   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.726   1.061   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.322   0.429   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7    8   19                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   18   32                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16   30                                             
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    9   19                                                  
CONECT   19   18    6   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    5   22   28                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   21   29                                                  
CONECT   29   28                                                            
CONECT   30   13   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30    9   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
Sirodesmin b	MeSH
Sirodesmin g	MeSH
TAN-1496 b	MeSH
Epipolythiopiperazine-2,5-dione	MeSH
Sirodesmin	MeSH
Sirodesmin D	MeSH
Sirodesmin e	MeSH
Sirodesmin H	MeSH
Sirodesmin J	MeSH
TAN 1496 b	MeSH
Sirodesmin a	MeSH
Sirodesmin F	MeSH

Chemical Formula

C₂₀H₂₆N₂O₈S₃

Average Mass

518.6100 Da

Monoisotopic Mass

518.08513 Da

IUPAC Name

(1'R,2R,3'S,4'S,7'R,10'R)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0^{1,8}.0^{3,7}]pentadecane]-4'-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1O[C@@]2(C[C@H]3N4C(=O)[C@@]5(CO)SSS[C@]4(C[C@@]3(O)[C@@H]2OC(C)=O)C(=O)N5C)C(=O)C1(C)C

InChI Identifier

InChI=1S/C20H26N2O8S3/c1-9-16(3,4)12(25)18(30-9)6-11-17(28,13(18)29-10(2)24)7-19-14(26)21(5)20(8-23,32-33-31-19)15(27)22(11)19/h9,11,13,23,28H,6-8H2,1-5H3/t9?,11-,13+,17+,18+,19-,20-/m1/s1

InChI Key

YORDWFCXQCUPHI-UPHHEOHLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Leptosphaeria maculans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Thiodioxopiperazine
2,5-dioxopiperazine
Dioxopiperazine
N-alkylpiperazine
N-methylpiperazine
Piperazine
3-furanone
1,4-diazinane
Tetrahydrofuran
Tertiary carboxylic acid amide
Tertiary alcohol
Pyrrolidine
Organic trisulfide
Cyclic alcohol
Lactam
Ketone
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.38	ChemAxon
pKa (Strongest Acidic)	12.97	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	133.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	118.52 m³·mol⁻¹	ChemAxon
Polarizability	49.24 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101593100

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zou HX, Xie X, Zheng XD, Li SM: The tyrosine O-prenyltransferase SirD catalyzes O-, N-, and C-prenylations. Appl Microbiol Biotechnol. 2011 Mar;89(5):1443-51. doi: 10.1007/s00253-010-2956-x. Epub 2010 Oct 31. [PubMed:21038099 ]
Lei R, Kong J, Qiu Y, Chen N, Zhu S, Wang X, Wu P: Rapid detection of the pathogenic fungi causing blackleg of Brassica napus using a portable real-time fluorescence detector. Food Chem. 2019 Aug 1;288:57-67. doi: 10.1016/j.foodchem.2019.02.089. Epub 2019 Mar 2. [PubMed:30902315 ]
Rudolf JD, Poulter CD: Tyrosine O-prenyltransferase SirD catalyzes S-, C-, and N-prenylations on tyrosine and tryptophan derivatives. ACS Chem Biol. 2013 Dec 20;8(12):2707-14. doi: 10.1021/cb400691z. Epub 2013 Oct 14. [PubMed:24083562 ]
LOTUS database [Link]

Showing NP-Card for (1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate (NP0209596)

MOL for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)

3D MOL for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)

3D SDF for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)

3D-SDF for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)

PDB for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)

3D PDB for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)

SMILES for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)

INCHI for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)

Structure for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)

3D Structure for NP0209596 ((1'r,2r,3's,4's,7'r,10'r)-3'-hydroxy-10'-(hydroxymethyl)-4,4,5,15'-tetramethyl-3,9',14'-trioxo-11',12',13'-trithia-8',15'-diazaspiro[oxolane-2,5'-tetracyclo[8.3.2.0¹,⁸.0³,⁷]pentadecan]-4'-yl acetate)